CA1142937A - Optically active 1,4-dihydropyridine compounds, their production and their medicinal use - Google Patents

Optically active 1,4-dihydropyridine compounds, their production and their medicinal use

Info

Publication number
CA1142937A
CA1142937A CA000359359A CA359359A CA1142937A CA 1142937 A CA1142937 A CA 1142937A CA 000359359 A CA000359359 A CA 000359359A CA 359359 A CA359359 A CA 359359A CA 1142937 A CA1142937 A CA 1142937A
Authority
CA
Canada
Prior art keywords
denotes
radical
carbon atoms
formula
ester
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
CA000359359A
Other languages
English (en)
French (fr)
Inventor
Egbert Wehinger
Horst Meyer
Friedrich Bossert
Wulf Vater
Robertson Towart
Kurt Stoepel
Stanislav Kazda
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Bayer AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bayer AG filed Critical Bayer AG
Application granted granted Critical
Publication of CA1142937A publication Critical patent/CA1142937A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/80—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D211/84—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen directly attached to ring carbon atoms
    • C07D211/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/06—Antiarrhythmics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/08—Vasodilators for multiple indications
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/12—Antihypertensives

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Cardiology (AREA)
  • Urology & Nephrology (AREA)
  • Vascular Medicine (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
  • Plural Heterocyclic Compounds (AREA)
CA000359359A 1979-09-01 1980-08-29 Optically active 1,4-dihydropyridine compounds, their production and their medicinal use Expired CA1142937A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2935451A DE2935451A1 (de) 1979-09-01 1979-09-01 Optisch aktive 1,4-dihydropyridine, verfahren zu ihrer herstellung und ihre verwendung als arneimittel
DEP2935451.6 1979-09-01

Publications (1)

Publication Number Publication Date
CA1142937A true CA1142937A (en) 1983-03-15

Family

ID=6079874

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000359359A Expired CA1142937A (en) 1979-09-01 1980-08-29 Optically active 1,4-dihydropyridine compounds, their production and their medicinal use

Country Status (25)

Country Link
US (3) US4510310A (xx)
EP (1) EP0026317B1 (xx)
JP (2) JPS5636455A (xx)
AR (1) AR228576A1 (xx)
AT (1) ATE16101T1 (xx)
AU (1) AU545023B2 (xx)
CA (1) CA1142937A (xx)
CS (1) CS228506B2 (xx)
DD (1) DD154014A5 (xx)
DE (2) DE2935451A1 (xx)
DK (2) DK160549C (xx)
EG (1) EG15011A (xx)
ES (1) ES494614A0 (xx)
FI (1) FI78686C (xx)
GR (1) GR70080B (xx)
HU (1) HU184821B (xx)
IE (1) IE50504B1 (xx)
IL (1) IL60937A (xx)
NO (1) NO159928C (xx)
NZ (1) NZ194805A (xx)
PH (3) PH19749A (xx)
PL (1) PL128310B1 (xx)
PT (1) PT71724B (xx)
SU (1) SU932988A3 (xx)
ZA (1) ZA805372B (xx)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4880823A (en) * 1984-05-22 1989-11-14 Yamanouchi Pharmaceutical Co., Ltd. Injection of nicardinpine hydrochloride and process for the production thereof
USRE34618E (en) * 1984-05-22 1994-05-24 Yamanouchi Pharmaceutical Co., Ltd. Injection of nicardinpine hydrochloride and process for the production thereof

Families Citing this family (46)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2935451A1 (de) * 1979-09-01 1981-03-19 Bayer Ag, 5090 Leverkusen Optisch aktive 1,4-dihydropyridine, verfahren zu ihrer herstellung und ihre verwendung als arneimittel
JPS57200364A (en) * 1981-06-04 1982-12-08 Yoshitomi Pharmaceut Ind Ltd 1,4-dihydropyridine-3,5-dicarboxylic ester derivative and its salt
JPS57200386A (en) * 1981-06-04 1982-12-08 Yoshitomi Pharmaceut Ind Ltd Novel 1,4-dihydropyridine-3,5-dicarboxylic ester derivative and its salts
NZ201395A (en) * 1981-07-30 1987-02-20 Bayer Ag Pharmaceutical compositions containing 1,4-dihydropyridines and certain of these dihydropyridines
GB2111978B (en) * 1981-10-19 1985-05-01 Maruko Pharmaceutical Co 1 4-dihydropyridine compounds
US4508719A (en) * 1982-06-03 1985-04-02 Pierrel S.P.A. Hydroxyimino and alkoxyimino derivatives of 1,4-dihydropyridine and anti-hypertensive compositions
JPS59225162A (ja) * 1983-06-03 1984-12-18 Kyowa Hakko Kogyo Co Ltd １，４−ジヒドロピリジン誘導体
JPS5970667A (ja) * 1982-10-15 1984-04-21 Kyowa Hakko Kogyo Co Ltd １，４−ジヒドロピリジン誘導体
DE3248548A1 (de) * 1982-12-29 1984-07-05 Heinrich Mack Nachf., 7918 Illertissen Acylderivate von 1,4:3,6-dianhydro-hexiten, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel
JPS60120861A (ja) * 1983-12-02 1985-06-28 Otsuka Pharmaceut Co Ltd ジヒドロピリジン誘導体
DE4342196A1 (de) * 1993-12-10 1995-06-14 Bayer Ag Neue 4-Phenyl-substituierte 1,4-Dihydropyridine
IE57810B1 (en) * 1984-03-27 1993-04-21 Delagrange Lab 1,4-dihydropyridine derivatives,their preparation and their use
US5364872A (en) * 1984-04-16 1994-11-15 Yamanouchi Pharmaceutical Co., Ltd. Dihydropyridine-3,5-dicarboxylic acid ester derivatives
DE3423105A1 (de) * 1984-06-22 1986-01-02 Bayer Ag, 5090 Leverkusen Verfahren zur herstellung optisch aktiver 1,4-dihydropyridine
JPS6143165A (ja) * 1984-08-07 1986-03-01 Otsuka Pharmaceut Co Ltd ジヒドロピリジン誘導体の製造法
DE3431152A1 (de) * 1984-08-24 1986-03-06 Cassella Ag, 6000 Frankfurt Verfahren zur herstellung optisch aktiver, substituierter 1,4-dihydropyridine und ihre verwendung als arzneimittel
US4975440A (en) * 1984-09-28 1990-12-04 Byk Gulden Lomberg Chemische Fabrik Gmbh Optically-active 1,4-dihydropyridine
DE3447169A1 (de) * 1984-12-22 1986-07-03 Bayer Ag, 5090 Leverkusen Optisch aktive nitrodihydropyridine, verfahren zur herstellung und ihre verwendung in arzneimitteln
JPS61161263A (ja) * 1985-01-09 1986-07-21 Teijin Ltd １，４−ジヒドロピリジンモノエステルモノカルボン酸の製造法
US4771057A (en) * 1986-02-03 1988-09-13 University Of Alberta Reduced pyridyl derivatives with cardiovascular regulating properties
DK142287A (da) * 1986-03-27 1987-09-28 Byk Gulden Lomberg Chem Fab Optisk aktive 1,4-dihydropyridinderivater
US4886819A (en) * 1986-08-27 1989-12-12 The Green Cross Corporation Dihydropyridine derivatives and pharmaceutical composition thereof
JPH0686429B2 (ja) * 1986-08-27 1994-11-02 株式会社ミドリ十字 ジヒドロピリジン誘導体
JPH0755955B2 (ja) * 1986-09-10 1995-06-14 日産化学工業株式会社 光学活性なジヒドロピリジン−５−ホスホン酸エステル
HU196755B (en) * 1986-09-16 1989-01-30 Gyogyszerkutato Intezet Process for production of new substituated amilid derivatives and medical compositions containing them
US4920225A (en) * 1986-12-22 1990-04-24 Laboratoires Syntex S.A. Resolution of 1,4-dihydropyridine derivatives
AU1570588A (en) * 1987-03-27 1988-11-02 Byk Gulden Lomberg Chemische Fabrik Gmbh New intermediate products and process
JP2625190B2 (ja) * 1987-03-27 1997-07-02 ビイク グルデン ロンベルク ヒエーミツシエ フアブリーク ゲゼルシヤフト ミツト ベシユレンクテル ハフツング １，４―ジヒドロピリジン―エナンチオマーおよびその製法
US4889866A (en) * 1987-06-11 1989-12-26 Syntex (U.S.A.) Inc. Arylsulfonyl dihydropyridine derivatives
JPS6429359A (en) * 1987-07-24 1989-01-31 Teijin Ltd 1,4-dihydropyridine derivative and production thereof
DE3821334A1 (de) * 1988-06-24 1989-12-28 Bayer Ag 1,4-dihydropyridin-threonin-derivate, verfahren zu ihrer herstellung, zwischenprodukte und ihre verwendung als arzneimittel
US5158963A (en) * 1989-08-02 1992-10-27 Kaken Pharmaceutical Co., Ltd. 1-4-dihydropyridine derivative, process for preparing the same and pharmaceutical composition containing the same
DE4011106A1 (de) * 1990-04-06 1991-10-10 Bayer Ag Neue heterocyclisch substituierte dihydropyridine, verfahren zu ihrer herstellung und ihre verwendung in arzneimitteln
DE4117750A1 (de) * 1991-05-30 1992-12-24 Bayer Ag Neue 2-amino-5-cyano-1,4-dihydropyridine, verfahren zu ihrer herstellung und ihre verwendung in arzneimitteln
US5834496A (en) * 1991-12-02 1998-11-10 Sepracor, Inc. Methods for treating hypertension using optically pure S(-) felodipine
AT399718B (de) * 1992-04-16 1995-07-25 Lek Tovarna Farmacevtskih Inklusionskomplexe von optisch aktiven und racemischen 1,4-dihydropyridinen mit methyl-beta- cyclodextrin oder anderen cyclodextrinderivaten, ein verfahren zur herstellung von optisch aktiven dihydropyridinen und deren inklusionskomplexen und diese komplexe enthaltende pharmazeutische formulierungen
DE4236707A1 (de) * 1992-10-30 1994-05-05 Bayer Ag 4-Heterocyclyl substituierte Dihydropyridine
US6001857A (en) * 1992-10-30 1999-12-14 Bayer Aktiengesellschaft Heterocyclyl substituted dihydropyridines
DE59304885D1 (de) * 1992-10-30 1997-02-06 Bayer Ag 4-Heterocyclophenyl substituierte Dihydropyridine
DK0657432T3 (da) 1993-12-10 2003-07-07 Bayer Ag Phenylsubstituerede 1,4-dihydropyridiner med cerebral aktivitet
DE4342193A1 (de) * 1993-12-10 1995-06-14 Bayer Ag Arylsubstituierte Alkoxycarbonyl-1,4-dihydropyridin-5-carbonsäureester
EE03192B1 (et) * 1993-12-10 1999-06-15 Bayer Aktiengesellschaft Isopropüül-(2-metoksüetüül)-4-(2-kloro-3-tsüanofenüül)-1,4-dihüdro-2,6-dimetüülpüri diin-3,5-dikarboksülaat, selle enantiomeerid ja vaheühend, meetodid nimetatud ühendite valmistamiseks ja kasutamine
US5478848A (en) * 1994-01-26 1995-12-26 Bayer Corporation Inhibition of arthritis by L-type calcium channel antagonists nimodipine, nisoldipine and nifedipine
DE19532320A1 (de) * 1995-09-01 1997-03-06 Bayer Ag Verfahren zur Herstellung von optisch aktiven ortho-substituierten 4-Aryl-Dihydropyridinen
JPH11106375A (ja) * 1997-08-18 1999-04-20 Pfizer Pharmaceut Inc ブラジキニンアンタゴニストとしての光学的に活性な１，４−ジヒドロピリジン化合物
US20100247646A1 (en) * 2009-03-26 2010-09-30 Ranbaxy Laboratories Limited Extended release tablets of nisoldipine

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2117571C3 (de) * 1971-04-10 1979-10-11 Bayer Ag, 5090 Leverkusen Unsymmetrische 1,4-Dihydropyridin-33-dicarbonsäureester, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Arzneimittel
US3985758A (en) * 1973-02-20 1976-10-12 Yamanouchi Pharmaceutical Co., Ltd. 1,4-Dihydropyridine derivatives
DE2508181A1 (de) * 1975-02-26 1976-09-09 Bayer Ag 1,4-dihydropyridincarbonsaeurearal- kylester, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel
GB1552911A (en) * 1975-07-02 1979-09-19 Fujisawa Pharmaceutical Co 1,4 dihydropyridine derivatives and the preparation thereof
GB1591089A (en) * 1976-12-17 1981-06-10 Fujisawa Pharmaceutical Co 1,4-dihydropyridine derivatives and process for preparation thereof
SE429652B (sv) * 1978-06-30 1983-09-19 Haessle Ab 2.6-dimetyl-4-(2.3-diklorfenyl)-1.4-dihydropyridin-3.5-dikarboxylsyra-3-metylester-5-etylester
DE2935451A1 (de) * 1979-09-01 1981-03-19 Bayer Ag, 5090 Leverkusen Optisch aktive 1,4-dihydropyridine, verfahren zu ihrer herstellung und ihre verwendung als arneimittel

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4880823A (en) * 1984-05-22 1989-11-14 Yamanouchi Pharmaceutical Co., Ltd. Injection of nicardinpine hydrochloride and process for the production thereof
USRE34618E (en) * 1984-05-22 1994-05-24 Yamanouchi Pharmaceutical Co., Ltd. Injection of nicardinpine hydrochloride and process for the production thereof

Also Published As

Publication number Publication date
NO802446L (no) 1981-03-02
ATE16101T1 (de) 1985-11-15
GR70080B (xx) 1982-07-27
DE3071186D1 (en) 1985-11-21
EP0026317A1 (de) 1981-04-08
IL60937A (en) 1984-02-29
DK368480A (da) 1981-03-02
PT71724A (en) 1980-09-01
PH17914A (en) 1985-01-25
EP0026317B1 (de) 1985-10-16
US4510310A (en) 1985-04-09
ES8104228A1 (es) 1981-04-16
DK164158B (da) 1992-05-18
AU6198280A (en) 1982-03-25
FI802717A (fi) 1981-03-02
PL128310B1 (en) 1984-01-31
DK241390D0 (da) 1990-10-05
US4988717A (en) 1991-01-29
DK160549C (da) 1991-09-16
SU932988A3 (ru) 1982-05-30
DE2935451A1 (de) 1981-03-19
DK164158C (da) 1992-10-12
JPH07600B2 (ja) 1995-01-11
FI78686C (fi) 1989-09-11
JPH05310694A (ja) 1993-11-22
NZ194805A (en) 1984-05-31
PL226503A1 (xx) 1982-05-24
PH19749A (en) 1986-06-23
HU184821B (en) 1984-10-29
IL60937A0 (en) 1980-10-26
DK160549B (da) 1991-03-25
ES494614A0 (es) 1981-04-16
IE50504B1 (en) 1986-04-30
AR228576A1 (es) 1983-03-30
NO159928C (no) 1989-02-22
DK241390A (da) 1990-10-05
PH19006A (en) 1985-12-03
FI78686B (fi) 1989-05-31
PT71724B (en) 1981-06-17
IE801820L (en) 1981-03-01
DD154014A5 (de) 1982-02-17
EG15011A (en) 1985-03-31
JPS5636455A (en) 1981-04-09
CS228506B2 (en) 1984-05-14
AU545023B2 (en) 1985-06-27
US4849433A (en) 1989-07-18
NO159928B (no) 1988-11-14
ZA805372B (en) 1981-09-30

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